Реакция #417990

ord-8a967c90e05a42a78c86e07e134d2722

Уравнение реакции

O=c1sc2ccc(Cl)cc2n1Cc1cccc([N+](=O)[O-])c1
5-chloro-3-(3-nitrobenzyl)-3H-benzothiazol-2-one
Nc1cccc(Cn2c(=O)sc3ccc(Cl)cc32)c1
3-(3-aminobenzyl)-5-chloro-3H-benzothiazol-2-one

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеprepared analogously to “A12”
  2. 2
    Другоеhydrogenated under a hydrogen atmosphere at room temperature
  3. 3
    Фильтрацияthe catalyst is filtered off with suction
  4. 4
    Промывкаrinsed with THF
  5. 5
    Другоеevaporated

Методика

4.5 g (12.8 mol) of 5-chloro-3-(3-nitrobenzyl)-3H-benzothiazol-2-one [“A13a”; prepared analogously to “A12”; ESI: 321 (M+H); Rt.=3.20 min (method A)] are dissolved in 100 ml of THF and hydrogenated under a hydrogen atmosphere at room temperature using 2 g of palladium on active carbon (water-moist, 5% of Pd). After 24 h, the catalyst is filtered off with suction, rinsed with THF and evaporated, giving 3-(3-aminobenzyl)-5-chloro-3H-benzothiazol-2-one, ESI: 291 (M+H); HPLC: Rt.=2.28 min (method A).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877751B2uspto-grants-2014_11